Discovery of Quinoxalin-6-ol

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NOVEL PIPERAZINYL-PYRAZINONE DERIVATIVES FOR THE TREATMENT OF 5-HT2A RECEPTOR-RELATED DISORDERS

Compounds of the general formula (I): (I) wherein m, n, R1, R2, R3 and R4 are as described in the specification. Further included are pharmaceutical compositions comprising the compounds, processes for their preparation, as well as the use of the compounds for the preparation of a medicament for the treatment of 5-HT2A receptor-related disorders or medical conditions.

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Quinoxaline – Wikipedia,
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Discovery of 7467-91-6

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Efficient microwave-assisted Pd-catalyzed hydroxylation of aryl chlorides in the presence of carbonate

An efficient microwave-assisted, palladium-catalyzed hydroxylation of aryl chlorides in the presence of a weak base carbonate was developed, which rapidly converts aryl and heteroaryl chlorides to phenols, and can be used when the aryl chloride is functionalized with a ketone, aldehyde, ester, nitrile, or amide.

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Quinoxaline – Wikipedia,
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Extended knowledge of 7467-91-6

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COMPOSITIONS AND METHODS FOR TREATING ALZHEIMER’S DISEASE

Pharmaceutical compositions for treating Alzheimer?s disease are disclosed. The pharmaceutical compositions include a compound having the general formula: and a pharmaceutically acceptable carrier. Methods for treating Alzheimer’s disease, inhibiting ATase I and/or ATase 2, reducing the activity of BACE1, reducing the level of amyloid beta-peptide (Abeta), and/or reducing the level of APP intracellular domain peptide (AICD) by administering such compositions are also disclosed.

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Quinoxaline – Wikipedia,
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New explortion of Quinoxalin-6-ol

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Identification of an Oxalamide Ligand for Copper-Catalyzed C?O Couplings from a Pharmaceutical Compound Library

A typical pharmaceutical compound library is stocked with molecular diversity and could provide a platform for the discovery of new ligand structures. Herein, we describe the use of this approach in combination with high throughput screening to identify N,N?-bis(thiophene-2-ylmethyl)oxalamide as a ligand that is generally effective for copper-catalyzed C?O cross-couplings to prepare both biarylethers as well as phenols under mild conditions.

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Quinoxaline – Wikipedia,
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Some scientific research about 7467-91-6

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Related Products of 7467-91-6, Catalysts function by providing an alternate reaction mechanism that has a lower activation energy than would be found in the absence of the catalyst. In some cases, the catalyzed mechanism may include additional steps.In a article, 7467-91-6, molcular formula is C8H6N2O, introducing its new discovery.

A catalytic oxidation fragrant boron class compound preparing phenol method (by machine translation)

The invention discloses a method for catalytic oxidation of phenolic compounds fragrant boron class compound synthesis method, the flux in the solvent in the aqueous solution, under the action of alkali, adding hydrazine hydrate or acid hydrazides catalyst, catalytic oxidation fragrant boron class compound directly for the preparation of phenolic compound. The invention of the method of preparation of the phenol compound, the catalyst is a cheap hydrazine hydrate or hydrazine compound, the oxidizing agent is atmospheric pressure of air or oxygen, the reaction does not need good and activeness metal catalyst, is extensive and stable substrate, substrate-sensitive functional group compatibility good and wide range of application. In the optimized under the reaction conditions, the yield of the target product separation up to 99%. (by machine translation)

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Extracurricular laboratory:new discovery of 7467-91-6

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Open-Resonance-Assisted Hydrogen Bonds and Competing Quasiaromaticity

The delocalization of electron density upon tautomerization of a proton across a conjugated bridge can alter the strength of hydrogen bonds. This effect has been dubbed resonance-assisted hydrogen bonding (RAHB) and plays a major role in the energetics of the tautomeric equilibrium. The goal of this work was to investigate the role that pi-delocalization plays in the stability of RAHBs by engaging other isomerization processes. Similarly, acid-base chemistry has received little experimental attention in studies of RAHB, and we address the role that acid-base effects play in the tautomeric equilibrium. We find that pi-delocalization and the disruption of adjacent aromatic rings is the dominant effect in determining the stability of a RAHB.

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Quinoxaline – Wikipedia,
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Awesome Chemistry Experiments For 7467-91-6

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Oxidative Addition Complexes as Precatalysts for Cross-Coupling Reactions Requiring Extremely Bulky Biarylphosphine Ligands

In this report, we describe the application of palladium-based oxidative addition complexes (OACs) as effective precatalysts for C-N, C-O, and C-F cross-coupling reactions with a variety of (hetero)arenes. These complexes offer a convenient alternative to previously developed classes of precatalysts, particularly in the case of the bulkiest biarylphosphine ligands, for which palladacycle-based precatalysts do not readily form. The precatalysts described herein are easily prepared and stable to long-term storage under air.

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Top Picks: new discover of Quinoxalin-6-ol

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Palladium-catalyzed hydroxylation of aryl and heteroaryl halides enabled by the use of a palladacycle precatalyst

A method for the hydroxylation of aryl and heteroaryl halides, promoted by a catalyst based on a biarylphosphine ligand tBuBrettPhos (L5) and its corresponding palladium precatalyst (1), is described. The reactions allow the cross-coupling of both potassium and cesium hydroxides with (hetero)aryl halides to afford a variety of phenols and hydroxylated heteroarenes in high to excellent yield.

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Quinoxaline – Wikipedia,
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Analyzing the synthesis route of 7467-91-6

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7467-91-6, Quinoxalin-6-ol is a quinoxaline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Underargon, to a solution of 6-ethoxyquinoxaline2(0.29 g, 1.65 mmol) in toluene (20 mL) was added aluminium chloride (0.80 g,5.96 mmol), and the reaction mixture was stirred at 100¡ãC. After 17 h, thereaction mixture was cooled to room temperature, and diluted with 1M aqueousNaOH solution (15 mL) and water (20 mL). The solution was extracted with ethylacetate (60 mL) twice, and the combined organic extracts were washed withbrine, dried over anhydrous Na2SO4, filteredand evaporated under reduced pressure to afford the crude product of 6-hydroxyquinoxalineas a brown oil. This crude product was dissolved in acetone (8.2 mL), and tothe solution were added potassium carbonate (1.14 g, 8.24 mmol) and tert-butylbromoacetate (0.24 mL, 1.64 mmol) at room temperature. The reaction mixture wasstirred at 55¡ãC. After 9 h, the reaction mixture was filtered and washed withacetone. The filtrate was evaporated under reduced pressure, diluted withchloroform, washed with water and brine, dried over anhydrous Na2SO4,filtered and evaporated under reduced pressure. The crude product was purifiedby column chromatography (kanto60N, hexane / ethyl acetate, 5 / 1 to 3 / 1)to afford the tert-butyl ester of the titlecompound as a brown solid (0.22 g, 51percent for 2steps). This ester (0.21 g, 0.83 mmol) was added to 35percent aqueous HCl solution(12 mL), and the reaction mixture was stirred at room temperature. After 7 h,the reaction mixture was evaporated under reduced pressure, and the residue waswashed with diethyl ether to afford the title compound as a brown powder (0.18g, 79percent), 7467-91-6

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Reference£º
Article; Koda, Hironori; Brazier, John Alan; Onishi, Ippei; Sasaki, Shigeki; Bioorganic and Medicinal Chemistry; vol. 23; 15; (2015); p. 4583 – 4590;,
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Downstream synthetic route of 7467-91-6

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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7467-91-6,Quinoxalin-6-ol,as a common compound, the synthetic route is as follows.,7467-91-6

TMAD (0.55 g, 3.20 mmol) was added to a stirred mixture of 2-[3-(4-tert-butoxycarbonyl-1-piperazinyl)-pyrazinyloxy]ethanol (1.00 g, 3.08 mmol), 6-hydroxyquinoxaline* (0.45 g, 3.08 mmol) and triphenylphosphine (0.85 g, 3.24 mmol) in THF (10 mL) at room temperature. After 20 h, the reaction mixture was concentrated and put through a silica column using toluene/EtOAc (1 : 1) as eluent. The chromatographic procedure was repeated once. Solvents were removed in vacuo and the resulting N-t-BOC derivative was treated with dichloromethane/TFA/H2O (50: 45: 5; 20 mL) for 30 min with stirring. The reaction mixture was concentrated, dissolved in 0.1 M aqueous HCl and washed with toluene. The aqueous phase was frozen and lyophilized, dissolved in EtOH and concentrated to give 0.843 g (70percent) of the title compound. HRMS m/z calcd for C18H20N6O2 (M) + 352.1648, found 352.1642. *Prepared as described in J. Org. Chem. 1951,16, 438-442.

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Reference£º
Patent; BIOVITRUM AB; WO2004/9586; (2004); A1;,
Quinoxaline – Wikipedia
Quinoxaline | C8H6N2 | ChemSpider